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Madonna Says JFK Jr. Gave Her The Best Night Of Her Life

By Louise Ducrocq
07/06/2026
Est. Reading: 2 minutes

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Madonna, 'I Am Because We Are' Premiere, 2008

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Madonna has made a series of candid revelations about her love life, including naming John F. Kennedy Jr. as the person who gave her what she described as the best intimate experience of her life.

The pop icon made the comments during a new video for Grindr alongside Ivy Mugler, Raul Lopez, Jeremy O. Harris, Bob the Drag Queen and Marcelo Gutierrez as they discussed relationships, attraction and romance ahead of the release of her new album.

During the conversation, Madonna was asked about the best intimate experience she had ever had.


"I'm going to only name dead people," she replied before whispering: "John Kennedy Jr."

When Gutierrez responded that he had heard similar stories about Kennedy Jr., Madonna joked: "So you know it's true."

The pair were linked in the late 1980s, around the time Madonna's marriage to Sean Penn was coming to an end.

Kennedy Jr., the son of former US President John F. Kennedy, later became a prominent public figure in his own right through his work as a lawyer, journalist and founder of George magazine. He died in a plane crash in 1999 alongside his wife, Carolyn Bessette Kennedy, and her sister, Lauren Bessette.

Elsewhere in the interview, Madonna revealed some of her personal preferences, including her choice of music.

Rather than pop songs, she said she prefers classical compositions, naming Ryuichi Sakamoto among her favourites.

"It's building tension, but it's also romantic. Ebbs and flows," she explained. "It builds up and it builds up and it builds up, and there's a drop."


 

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The singer also joked that hearing somebody quote her own lyrics during a romantic moment would be "disgusting" and revealed that some of her favourite post-date comfort foods include grilled cheese sandwiches and club sandwiches.

The comments come as Madonna prepares to release Confessions II, the follow-up to her acclaimed 2005 album Confessions on a Dance Floor.

The new record is due to arrive on July 3 and has already spawned the singles I Feel So Free and Bring Your Love, a collaboration with Sabrina Carpenter.

Madonna remains one of the most successful recording artists in history, with a career spanning more than four decades and countless chart-topping hits, Grammy Awards and record-breaking tours.

Her latest revelations have once again shown the outspoken star's willingness to speak openly about both her personal life and her long journey through fame.

Louise Ducrocq

Written by Louise Ducrocq

Louise is an expert content creator, and online author for Ireland's Classic Hits Radio. She's evolved in a few different fields, including mental health and travel, and is now excited to be part of the wonderful word of Radio.

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